Refine Search
Map
Sort by
$219,000
4 Beds ⋅ 2 Baths ⋅ 50222500 MLS ⋅ ACTIVE Status
Here's a rare opportunity. Great house on some real acreage in highly-coveted Three Oaks. Property will need some repairs. Cash buyers only please. Do not wait, this will not last.

7571 US Hwy 12 Highway, Three Oaks
$799,000
4 Beds ⋅ 2 Baths ⋅ 26049919 MLS ⋅ ACTIVE BACKUP Status
A private retreat awaits beyond the beautiful winding driveway, where comfort meets the tranquility of a resort-inspired setting. Whether envisioned as an elegant weekend escape or a full-time residence, this property offers an abundance of space, privacy, and outdoor living. Thoughtfully expanded to incorporate the original home to create a warm and inviting place, this home features a stunning 4 season room overlooking the manicured grounds and picturesque pond. Step outside to an expansive deck for effortless entertaining. Another feature includes an outdoor bar area, a firepit, and inviting spaces to gather with guests. At the water's edge, a charming pergola provides a peaceful place to relax and take in the soothing views and sounds of the pond and its fountains.This home offers a spacious kitchen with dining area and an inviting living room with a gas-log fireplace. Four bedrooms provide generous accommodations, while two in the north wing are currently used as a private office and fitness room—offering flexibility for today's lifestyle and the opportunity to create spaces tailored to your needs.The maintained grounds are a true highlight with a serene water view and multiple destinations throughout the property for relaxing, and enjoying the outdoors. Additional garages provide exceptional storage for boats, vehicles, recreational equipment, and all of your weekend toys, while a separate garage would make for a great workshop offering space for projects and hobbies. Perfectly positioned just minutes from downtown New Buffalo, enjoy easy access to boutique shops, great restaurants, the marina, and the shores of Lake Michigan. Head east and you'll quickly reach the historic charm of downtown Three Oaks, home to a theater, distinctive shops, restaurants and a local distillery. An extraordinary opportunity to embrace a private, resort-like lifestyle while remaining close to the very best of Southwest Michigan.

16456 Basswood Road, Three Oaks
$429,000
4 Beds ⋅ 2 Baths ⋅ 26046299 MLS ⋅ ACTIVE Status
NEW PRICE - Rare find! This house has both the advantages of being in the village of Three Oaks as well as having room to breathe. This .73 acre lot IS the southeast corner of the village, located at the very end of Tulip Drive. Enjoy peaceful views of the fields to the east and south as far as you can see. A friendly, yet quiet neighborhood welcomes you. The primary suite boasts a vaulted ceiling and a generous walk-in closet. The large, DRY walk-out basement is ready for finishing, has 9' ceilings, and plumbed for a full bathroom. New in 2026: Water softener, sump pump. Odorless water from the faucets!

707 Tulip Drive, Three Oaks
$89,900
3 Beds ⋅ 2 Baths ⋅ 26046102 MLS ⋅ ACTIVE Status
Lake Michigan Retirement without the Lake Michigan price tag! Less than 10 minutes from Harbert Beach and Gordon Beach, this fully furnished 3-bedroom, 2-bath home offers a spacious primary suite, bonus sitting room, open-concept living, two large decks, and access to a community pool, clubhouse, and gym—all in a truly move-in-ready package. Enjoy retirement living in Lakewood Estates 55+ community! This spacious 1997 Palm Harbor home offers 3 bedrooms, 2 full bathrooms, flexible living spaces, and comes fully furnished with furniture and appliances included—making it truly move-in ready. Seller's personal artwork and many wall hangings are excluded. The primary suite features an ensuite bath with dual sinks, soaking tub, separate shower, and walk-in closet, plus a private sitting room perfect for an office, reading nook, or hobby space. The open-concept living, dining, and kitchen areas create a welcoming space for everyday living and entertaining, with a breakfast bar and additional dining area. Outside, enjoy two decks, one large and small, a storage shed, and two-car parking patio. Lot rent is $650/month and includes water, sewer, trash, shed, main-road snow plowing, plus access to the clubhouse, pool, and gym. Buyer is responsible for lawn care and snow removal from their parking area. With generous living space, community amenities, furnishings included, and Lake Michigan beaches less than 10 minutes away, this home offers comfort, convenience, and a relaxed lakeshore lifestyle!

8000 Warren Woods Road Unit 62, Three Oaks
$190,000
3 Beds ⋅ 2 Baths ⋅ 26044995 MLS ⋅ ACTIVE Status
A CHARACTER RICH RESTORATION PROJECT AWAITS..... **A THREE OAKS ORIGINAL—RESTORE, REIMAGINE & MAKE IT YOURS!** Located on E. Locust Street, surrounded by some of Three Oaks' beautiful historic homes, this vintage 1920s brick residence offers the rare opportunity to restore a home with genuine character and create something truly special. The 3-bedroom, 2-bath layout includes a main-floor bedroom and an abundance of original architectural details waiting to be brought back to life. Much of the original woodwork remains beneath layers of paint, along with original trim and painted hardwood floors—details that can become the foundation for an exceptional renovation. The home's setting is particularly compelling. Three Oaks grew into a prosperous village in large part because of the remarkable success of local industrialist and inventor E.K. Warren. In 1883, Warren patented "Featherbone," an innovative and more durable alternative to whalebone used in corsetry, and opened his first factory right here in Three Oaks. The Warren Featherbone Company would go on to become an international enterprise, manufacturing featherbone, corset materials, whips and other products while employing generations of local residents. The historic E.K. Warren office building, constructed in 1905 and now home to the Three Oaks Township Public Library, served as the company's headquarters from 1905 to 1928. Today, East Locust Street is a desirable part of Three Oaks, surrounded by well-kept homes and the character that makes the village so appealing. Nearby homes that have been thoughtfully renovated have done very well, making this a great opportunity for someone willing to put in the work and bring this home back to life. Outside, the generous yard provides plenty of room for gardening, entertaining, play and your four-legged family members, with a portion already fenced. For the buyer with vision, craftsmanship and a willingness to put in the work, the sweat equity here could be substantial. Bring your ideas, your tools and your appreciation for old-house character—and give this Three Oaks original the restoration it deserves.

105 Locust Street E, Three Oaks
$450,000
3 Beds ⋅ 2 Baths ⋅ 26044486 MLS ⋅ ACTIVE Status
Welcome to your Southwest Michigan retreat! This charming 3-bedroom, 2-bath home sits on 5 spacious acres in the heart of Harbor Country, offering the perfect blend of privacy, natural beauty, and convenient access to area attractions. Enjoy phenomenal sunset views overlooking nearly 4 acres of tillable property, plus a large pole barn offering excellent space for storage, hobbies, equipment, or a workshop. Located just a short distance from the vibrant downtown of Three Oaks, you'll be close to boutique shops, renowned distilleries, restaurants, theaters, and the stunning shoreline and beaches of Lake Michigan, while still enjoying the peace and serenity of your own private acreage. Located in Three Oaks township STR is allowable. Don't miss the opportunity to own a piece of Harbor Country. Book your showing today!

6859 Kruger Road, Three Oaks
$399,000
3 Beds ⋅ 2 Baths ⋅ 26041093 MLS ⋅ ACTIVE Status
Situated in the heart of charming Three Oaks, yet tucked away on a quiet street, this historic gem is filled with character, history, and opportunity. Documented records show the property was once owned by Charles Warren and the Chamberlain family, two names woven into the rich history of Three Oaks. Local history also suggests the home may have been connected to one of the village's most significant historic buildings, and we're continuing to uncover its fascinating past. Inside, soaring vaulted ceilings, original wood floors, exposed wood beams, leaded stained glass windows, and a cozy wood-burning stove create a warm, loft-inspired space full of historic charm. Major improvements have already been completed, including updated 200-amp electrical service, cast iron and copper plumbing replaced during the 2000 renovation, reinforced floor joists, and the installation of a substantial structural support beam. Offering 3 bedrooms, 2 bathrooms, potential for a 4th bedroom, and a sun-filled four-season room, this home is simply waiting for its next owner to add the finishing touches and bring the vision to life. Situated on 0.40 acres, the property also features a massive pole barn with electrical service already in place and a plumbing line run to the building, awaiting final connection. The beautifully landscaped yard is filled with perennial gardens, productive garden spaces, a magnificent fragrant lilac shrub, and stunning sunset views over the neighboring field. Zoned MU-2 (General Mixed Use), the property offers exceptional flexibility, subject to Village approval, with possibilities including a live/work space, boutique business, gallery, office, or even a short-term rental. Historic homes with this level of character, history, extensive updates, flexible zoning, and potential rarely come to market. This is a rare opportunity to own a truly special piece of Three Oaks history.

24 W Linden Street W, Three Oaks
$499,000
2 Beds ⋅ 2 Baths ⋅ 26040448 MLS ⋅ ACTIVE Status
Create your COOL modern container home compound on 4.2 peaceful acres with mature trees, a private pond, and a bridge leading to a charming island . This one-of-a-kind property is ready for your finishing touches, with major infrastructure already completed: water hookup, interior framing, 400-amp electric service and wiring, 4 mini-splits, closed-cell insulation, septic mound installed, and septic tanks on site. The bright-open-concept design includes 2 spacious bedrooms, 2 baths, 9' ceilings, and an upper bonus room with access to a rooftop deck. Designed to bring the outside in! Staging and renderings are included to help showcase the vision. Two additional containers offer storage, studio, or workspace potential. Endless possibilities in an idyllic Harbor Country location. Offered at $499,000

7767 Warren Woods Road, Three Oaks
$369,500
2 Beds ⋅ 2 Baths ⋅ 26040039 MLS ⋅ ACTIVE Status
Enjoy modern comfort and rustic charm at the south edge of the Village of Three Oaks. Sip morning coffee on the front porch amid mature trees, sunrise, and birdsong. Recent upgrades: new auto garage doors, roof & utility door (2022), AIM treatment system (2023), furnace, water heater, landscaping, fencing, and a 4-person sauna (2024). Inside: cozy den with fireplace (bed 3); open living/dining with 9' ceilings and exposed brick; an expansive primary spans the home. Owner is a Michigan-licensed real estate salesperson.

614 Magnolia Street, Three Oaks
$116,000
3 Beds ⋅ 2 Baths ⋅ 26039625 MLS ⋅ ACTIVE Status
Escape to Harbor Country in this beautifully maintained, fully furnished 2002 manufactured home in Lakewood Estates. Thoughtfully decorated with tasteful furnishings and décor, this move-in-ready retreat features a spacious living room with a fireplace, eat-in kitchen with sliding doors to a massive deck, main-floor laundry, three bedrooms, and a private primary suite with walk-in closet and ensuite bath. The peaceful backyard offers a quiet setting for relaxing or entertaining. Ideally located just minutes from Three Oaks, New Buffalo, Lake Michigan beaches, Bridgman, local wineries, breweries, charming shops and restaurants. Only 25 minutes to Notre Dame and approximately 1 hour 25 minutes to Chicago. Whether you're looking for a weekend escape, seasonal retreat, or year-round home, this is an affordable opportunity to own your own piece of Southwest Michigan.

8000 Warren Woods Road Unit 100, Three Oaks
$649,000
3 Beds ⋅ 2 Baths ⋅ 26039220 MLS ⋅ ACTIVE Status
New Construction on a Coveted Double Lot. Tucked just moments from the charming village of Three Oaks, this brand-new 1,920 sq ft home offers the perfect blend of modern craftsmanship and Harbor Country charm. Set on a rare double lot, this 3-bedroom, 2-bath residence is designed for both easy living and effortless entertaining. Step inside to an open-concept layout anchored by a chef-inspired kitchen featuring a spacious island, sleek stainless-steel appliances, and a butler's pantry for extra storage and prep space — ideal for hosting weekend guests or holiday gatherings. The adjoining living room centers around a beautiful fireplace, creating a warm, inviting space for cool Michigan evenings. The generous double lot offers room to garden, entertain, or simply enjoy the quiet privacy of your surroundings, while the detached two-car garage adds both convenience and extra storage. Just a short distance from Three Oaks' beloved shops, restaurants, and theaters.

407 Sherwood Avenue, Three Oaks
$415,000
4 Beds ⋅ 2 Baths ⋅ 26036637 MLS ⋅ ACTIVE BACKUP Status
Charming Harbor Country Vacation Home... just 2 blocks from quaint and vibrant downtown Three Oaks, Michigan. This lovely home with a classic front porch sits on an extra large 52ft x 200+ft city lot. The huge back yard offers great outdoor space for games, (a future pool?) and an expansive open deck to entertain family and friends. The entire house has been beautifully renovated, including gleaming hardwood floors, a bright and open eat-in kitchen with all new appliances and energy efficient new HVAC, HWH, W/D. With 4 bedrooms and 1.5 baths, there remains potential for finishing touches to truly make this place your own. This home feels bright and open...while retaining its cozy vintage charm. The property also offers great potential for rental income(see STR requirements). Just a stroll away from theaters, shops and restaurants and minutes from Lake Michigan beaches...this peaceful year round get-a-way can be yours to enjoy for all four seasons.. 75 minutes from downtown Chicago.

411 N Elm Street N, Three Oaks
$249,000
3 Beds ⋅ 2 Baths ⋅ 26035162 MLS ⋅ ACTIVE BACKUP Status
Unique investment opportunity in Three Oaks Village. The property features 2 separately addressed residences on one lot, each with is own utilities and offers excellent rental or multi-generational living potential. Main home features 3 bedrooms/2 full baths, vaulted ceilings and open floorpan. The separate guest cottage has 1 bedroom/1 full bath providing immediate living space or rental income. Bring your vision and creativity to update this one-of-a-kind property that's walkable to downtown Three Oaks dining, shopping, entertainment and more. A quick easy drive to area beaches and other recreational activities.

210 Ash Street E, Three Oaks
$275,000
3 Beds ⋅ 2 Baths ⋅ 26034640 MLS ⋅ ACTIVE Status
Welcome home, a charming house in the heart of Three Oaks offering timeless character, comfortable living spaces, and an incredible location just moments from downtown. Filled with natural light and original charm, this inviting residence provides a wonderful opportunity to enjoy everything that makes Southwest Michigan living so special. The thoughtful layout offers comfortable gathering spaces, a functional kitchen, and bedrooms designed for relaxation. Whether enjoying quiet mornings at home, hosting friends, or spending time outdoors, the property provides a wonderful setting to create lasting memories. Located near downtown Three Oaks, you're close to local restaurants, coffee shops, boutiques, galleries, breweries, and year-round community events. Harbor Country beaches, wineries, parks, and Lake Michigan sunsets are just a short drive away. Full of possibility, this home is a great opportunity to experience the charm and lifestyle that make Three Oaks such a special place.

314 Magnolia Street, Three Oaks
$429,000
3 Beds ⋅ 2 Baths ⋅ 26033767 MLS ⋅ ACTIVE Status
Beautifully preserved, this turn-of-the-century Folk Victorian farmhouse blends timeless architectural character with the comfort of modern, move-in-ready living. Rich in history and thoughtfully maintained, it offers the warmth and craftsmanship that make historic homes so enduringly desirable. Inside, soaring 10-foot ceilings, original hardwood floors, graceful arched passageways, leaded glass windows, and an inviting foyer immediately showcase the home's remarkable artisan charm. A timeless floor plan offers three generously sized bedrooms with oversized closets, two full baths, and the convenience of laundry on both the upper level and basement. Classic details continue throughout with a built-in butler's pantry, sunroom, and welcoming covered front porch that honor the home's historic roots, while thoughtful updates, including a professionally waterproofed basement, newer furnace, and reverse osmosis water system are sure to provide confidence for years to come... Outside, the private fenced backyard creates a peaceful retreat beneath mature shade trees, complete with a spacious deck and screened porch designed for morning coffee, summer dinners, and evenings gathered with family and friends. Beyond the front door, discover one of Harbor Country's most vibrant communities. Three Oaks has become a destination celebrated for its thriving arts scene, independent boutiques, acclaimed restaurants, live music, galleries, artisan markets, and year-round festivals. Spend an afternoon exploring designer home décor shops, enjoy a concert at the historic Acorn Theater, meet friends at Journeyman Distillery, or stroll the charming downtown before ending the evening beneath the lights of one of Southwest Michigan's most beloved small towns just beyond the beach. Whether you're searching for a full-time residence or the perfect Harbor Country retreat, this timeless Folk Victorian farmhouse places you right at the heart of it all.

24 W Ash Street, Three Oaks
$549,000
3 Beds ⋅ 2 Baths ⋅ 26029134 MLS ⋅ ACTIVE BACKUP Status
**Versatile Mixed-Use Opportunity with Short Term Rental Eligibility** You'll enjoy exceptional flexibility and strong investment potential with this MU2-zoned commercial property, which is not restricted by the residential short-term rental ordinance--making it ideal for Airbnb VRBO or Bed & Breakfast. It is currently configured as a 3-bedroom, 1.5-bath live/work space with a workspace, but you can easily convert the layout into a 5-bedroom, 1.5-bath income-producing rental for short- or long-term tenants. You'll appreciate how this meticulously maintained brick bungalow blends timeless character with modern updates. Original natural woodwork and turn-of-the-century charm complement a beautifully remodeled custom kitchen, featuring a spacious island that connects seamlessly to the dining area. The current studio space with dressing rooms can be converted back into a traditional living area... ...while an existing addition gives you endless possibilities for a bedroom, sunroom, or expanded living space. An enclosed front porch serves as a welcoming entry vestibule or a comfortable three-season room. The versatile basement adds even more functionality, offering newer mechanicals, a dedicated workout area, a small office, a spacious production or shipping area, and ample storage. This property is perfect if you're an entrepreneur or professional, supporting a wide range of uses, including retail, office space for attorneys, doctors, or CPAs, or a creative studio environment. Outdoor living shines for you as well, with a new Trex deck, paver patio, gazebo, and fire pit—ideal for relaxing or entertaining. A detached garage provides parking for one vehicle plus workshop space, while the parking area accommodates up to six vehicles. Whether you're seeking a high-performing rental, flexible commercial space, or a live/work investment, this unique property delivers the location, versatility, and opportunity you're looking for.

2 E Ash Street E, Three Oaks
$399,900
3 Beds ⋅ 2 Baths ⋅ 26026597 MLS ⋅ ACTIVE Status
Welcome to this charming Three Oaks home offering the perfect blend of small-town living and Harbor Country convenience. This beautifully renovated 3-bedroom, 2-bath home has been updated from top to bottom and sits on a spacious village lot with plenty of room to relax, garden, entertain, or simply enjoy the outdoors. Inside, you'll find a functional floor plan filled with natural light, comfortable living spaces, updated finishes, and a full basement providing valuable storage and flexibility. Located just blocks from downtown Three Oaks, you'll enjoy convenient access to local restaurants, breweries, coffee shops, galleries, boutiques, and community events throughout the year. Michigan beaches, wineries, parks, and many of Harbor Country's most popular attractions are only minutes away. Whether you're looking for a full-time residence or weekend retreat, this move-in-ready property offers an exceptional opportunity to enjoy one of Southwest Michigan's most desirable destinations.

408 N Elm Street, Three Oaks
$119,900
2 Beds ⋅ 2 Baths ⋅ 26026005 MLS ⋅ ACTIVE Status
Affordable living in Harbor Country. Set on a wooded lot overlooking the private pond in beautiful Lakewood Estates, this home offers comfort, thoughtful updates, and a peaceful setting. Recent improvements include a newer roof, remodeled primary suite, new carpet, and fresh paint, making it move-in ready. Outdoor features include two decks, perfect for relaxing or entertaining, along with a 2-car carport for added convenience. Located adjacent to Chikaming Township Park, with the Galien River, boat launch, trails, and gardens nearby, this property offers easy access to nature while remaining close to local amenities, dining, and all that Harbor Country has to offer. Call today for your private showing.

8000 Warren Woods Road Unit Lot #96, Three Oaks
$399,900
3 Beds ⋅ 2 Baths ⋅ 26013127 MLS ⋅ ACTIVE Status
Located on a quiet side street yet walkable to all Three Oaks offers, you'll find this reimagined modern interpretation of a classic 1900's in-town farmhouse. There are three bedrooms, two full baths and flexible spaces for carefree entertaining and daily living both inside and out. The careful renovation was done by Wisecracker Design just a few years ago complementing the new kitchen, baths, HVAC, classic partial metal roof, windows and restored hardwoods. The open combo living/dining room makes daily living a breeze and is adjacent to the light & bright fully renovated modern eat-in kitchen. A single-car garage (new roof 2026) and a perfectly-sized fenced yard with patio completes the package. Additionally, the basement has been waterproofed and has added mechanical systems. An easy walk to the many shops, theaters, restaurants, galleries, distillery, winery, parks, and so much more within the historic Three Oaks Village downtown. The perfect in-town residence or 2nd home!

104 Locust Street E, Three Oaks
$799,000
2 Baths ⋅ 26002398 MLS ⋅ ACTIVE Status
Investor's Dream - Rare Multi-Use Income Opportunity Why not own a property that works for you? This charming two-story property in the heart of Three Oaks offers first-floor retail space and a second-floor rental unit with an active short-term rental license—creating multiple income streams under one roof. Located at 24 N Elm, this property has been completely reimagined and rebuilt room by room from the ground up. Clean lines, intentional design, and meticulous craftsmanship define the space, blending functionality with modern character. With demand for flexible-use spaces and short-term rentals at an all-time high, this is a rare opportunity to generate consistent monthly income while enjoying the charm and lifestyle benefits of small-town living. See detail page under documents

24 N Elm Street, Three Oaks
$425,000
3 Beds ⋅ 2 Baths ⋅ 25055567 MLS ⋅ ACTIVE Status
A peaceful 10-acre corner lot with a pond tucked away in the trees gives you a lot of room to make your own paradise. The current house needs some TLC, but it has 3 bedrooms, 2 bathrooms, and a wood burning fireplace in the living room. Imagine waking up to the peaceful sounds of nature with a view of a serene pond. From this beautiful spot, you could watch the seasons change. This peaceful corner lot offers a lot of options for making your own private haven, whether you want to fix up the old house, build a new one, or just enjoy the land as it is.

7260 W East Road, Three Oaks

Updated . Information deemed reliable but not guaranteed.